Old Road Town Vacation Rentals

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Check prices for these dates

Tonight
Dec 25 - Dec 26
Tomorrow
Dec 26 - Dec 27
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Old Road Town vacation rentals

Aerial view
Villa 1D

Villa 1D

Villa 1D
3.5 star property
Charlestown
The price is P22,318
P33,113 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Villa 1D
Outdoor pool, pool umbrellas, sun loungers
Sunset Reef St.Kitts

Sunset Reef St.Kitts

Sunset Reef St.Kitts
5.0 star property
Basseterre
9.6 out of 10, Exceptional, (10)
"Sunset Reefs is simply extraordinary! From the location to the staff to the food. Our best meals of the week were at Drop the Anchor. I cannot say enough about the amazing experience we had. I’d highly recommend!"
United States
Kelly
Sunset Reef St.Kitts
Outdoor pool
Paradise Suite

Paradise Suite

Paradise Suite
4.0 star property
Cotton Ground
The price is P12,921
P19,299 total
includes taxes & fees
Dec 26 - Dec 27
Paradise Suite
Front of property
Saint Kitts Castles

Saint Kitts Castles

Saint Kitts Castles
4.0 star property
Basseterre
The price is P10,434
P13,439 total
includes taxes & fees
Dec 26 - Dec 27
Saint Kitts Castles
On the beach, free beach cabanas, scuba diving, kayaking
Marriott's St. Kitts Beach Club

Marriott's St. Kitts Beach Club

Marriott's St. Kitts Beach Club
3.5 star property
Basseterre
9.4 out of 10, Exceptional, (105)
"Great accommodation with everything we needed. staff were friendly and the beach amenities were very nice. "
United States
Kathleen
The price is P41,054
P45,980 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Marriott's St. Kitts Beach Club
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Old Road Town Hotel Reviews

Sugar Bay Club Suites & Hotel

Sugar Bay Club Suites & Hotel

10/10 Excellent
"I found the stay to be exceptional. The staff was very friendly and accommodating. I would stay at Sugar Bay again."
Christine 7-night trip
Posted 6 days ago
Sugar Bay Club Suites & Hotel

Find out more about Old Road Town

Search for holiday rentals in Old Road Town on Expedia! You can easily find your home rentals, villas, holiday apartments in Old Road Town using one of the methods below:

  • View our selection of featured holiday rentals in Old Road Town
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Look no further and take a look at our great range of rental properties in Old Road Town!

Frequently asked questions

Are there vacation rentals in Old Road Town?

Yes, we have vacation rentals close to popular points of interest in Old Road Town, or you can go with a more secluded option if you're looking for a relaxing stay.

What can I see and do in Old Road Town?

Explore the area and family-friendly sights such as Clay Villa Plantation House & Gardens, or get out into nature at a spot like Frigate Bay Beach. Romney Manor and Warner Park Sporting Complex are a couple of places you'll find in the larger area.

What are vacation rentals like in Old Road Town?

Vacation rentals are private properties you can stay in for several days or more in Old Road Town. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from public hotel elevators and busy front desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for families.